
N-(Boc-PEG1)-N-bis(PEG2-propargyl) | CAS 2100306-63-4
| Catalog Number | R01-0082 |
| Category | Alkynes |
| Molecular Formula | C₂₃H₄₀N₂O₇ |
| Molecular Weight | 456.57 |
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Product Introduction
N-(Boc-PEG1)-N-bis(PEG2-propargyl) is a polyethylene glycol (PEG)-based PROTAC linker. N-(Boc-PEG1)-N-bis(PEG2-propargyl) can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | tert-butyl (6-(2-(2-(prop-2-yn-1-yloxy)ethoxy)ethyl)-3,9,12-trioxa-6-azapentadec-14-yn-1-yl)carbamate; tert-butyl N-(6-{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethyl}-3,9,12-trioxa-6-azapentadec-14-yn-1-yl)carbamate |
| Purity | 98% |
| IUPAC Name | tert-butyl N-[2-[2-[bis[2-(2-prop-2-ynoxyethoxy)ethyl]amino]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCN(CCOCCOCC#C)CCOCCOCC#C |
| InChI | InChI=1S/C23H40N2O7/c1-6-12-27-18-20-30-16-10-25(11-17-31-21-19-28-13-7-2)9-15-29-14-8-24-22(26)32-23(3,4)5/h1-2H,8-21H2,3-5H3,(H,24,26) |
| InChIKey | MGRYPZQWMHNWAP-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
N-(Boc-PEG1)-N-bis(PEG2-propargyl) is a PEG-based, propargyl-functionalized click chemistry reagent designed for copper-free and copper-mediated azide–alkyne cycloaddition workflows. The scaffold combines a Boc-protected PEG handle with two terminal alkyne groups, providing high solubility and flexible spacing that is well suited for multivalent conjugation and surface or polymer functionalization. This reagent is commonly used to install alkyne “handles” on biomaterials, molecular probes, and PEGylated constructs where controlled, orthogonal attachment to azide-bearing partners is required.
1. Multivalent Probe Conjugation
N-(Boc-PEG1)-N-bis(PEG2-propargyl) is widely used to generate multivalent alkyne-bearing probes for downstream azide-reactive labeling strategies, including probe assembly for fluorescence, affinity, and imaging readouts. The dual propargyl termini enable higher local density of clickable sites, which is advantageous when conjugating to azide-functional biomolecules or targeting ligands that benefit from multivalent presentation. PEG spacing helps maintain probe solubility and reduces nonspecific aggregation during labeling and purification steps, supporting robust workflows in chemical biology and analytical assay development.
2. PEGylated Biomaterials Functionalization
N-(Boc-PEG1)-N-bis(PEG2-propargyl) supports the preparation of click-functional biomaterials such as PEG-modified hydrogels, polymer coatings, and surface-tethered matrices that require stable incorporation of alkyne groups for later crosslinking or post-functionalization. The reagent’s PEG architecture promotes compatibility with aqueous processing and helps preserve material handling properties during conjugation, washing, and storage. By providing two terminal alkyne handles per molecule, it can be used to increase crosslinkable site density when pairing with azide-bearing crosslinkers or functional components, enabling modular material design for research-grade biomaterials platforms.
3. Molecular Imaging Tagging
N-(Boc-PEG1)-N-bis(PEG2-propargyl) is employed as an alkyne-tagging reagent in molecular imaging tool development, where azide-containing imaging moieties, targeting vectors, or reporter cassettes are assembled by click chemistry. The flexible PEG linkers help tune effective probe size and accessibility of the clickable sites, which is particularly useful when constructing conjugates intended for efficient conjugation and clean separation from unreacted components. Dual propargyl functionality also supports iterative labeling schemes, allowing researchers to build imaging constructs with defined multivalency and streamlined synthesis of complex probe architectures.
4. Diagnostic Reagent Building Blocks
N-(Boc-PEG1)-N-bis(PEG2-propargyl) serves as a practical building block for diagnostic and analytical reagent development that relies on azide–alkyne conjugation to couple capture elements, signal reporters, or polymeric carriers. The reagent’s PEG-based solubility profile supports consistent conjugation in buffered aqueous environments commonly used for assay reagent preparation. Incorporating two alkyne termini per molecule facilitates multivalent coupling to azide-functional components, which can improve reagent robustness in downstream workflows such as bead functionalization, reagent immobilization on solid supports, and assembly of multiplexed assay formats.
Computed Properties
| XLogP3 | 0.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 22 |
| Exact Mass | 456.28355162 g/mol |
| Monoisotopic Mass | 456.28355162 g/mol |
| Topological Polar Surface Area | 87.7Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 530 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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